# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  2 09:05:10 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: 4-diphenylphosphanylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)P(c2ccccc2)c3ccccc3
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 XIS  XIS  '4-diphenylphosphanylbenzoic acid'  ligand  37  22  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_XIS
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 XIS  C1   C  CR6   0  -0.219  -1.8048   1.3992   0.2615
 XIS  C2   C  CR16  0  -0.240  -2.3632   1.2487  -1.0061
 XIS  C3   C  CR16  0  -0.235  -2.8848   2.3459  -1.6786
 XIS  C4   C  CR16  0  -0.262  -2.8482   3.6057  -1.0956
 XIS  C5   C  CR16  0  -0.238  -2.2969   3.7644   0.1694
 XIS  C6   C  CR16  0  -0.286  -1.7888   2.6655   0.8475
 XIS  C7   C  CR6   0  -0.205  -1.7091  -1.4564   0.3564
 XIS  C8   C  CR16  0  -0.243  -1.0637  -2.0532  -0.7259
 XIS  C9   C  CR16  0  -0.237  -1.6117  -3.1709  -1.3409
 XIS  O1   O  O     0  -0.438   5.6073  -0.8360   0.2769
 XIS  O2   O  OH1   0  -0.593   5.2315   0.8765  -1.0996
 XIS  P1   P  P     0   0.551  -1.0860   0.0246   1.2329
 XIS  C10  C  CR16  0  -0.261  -2.8127  -3.7000  -0.8864
 XIS  C11  C  CR16  0  -0.239  -3.4621  -3.1124   0.1916
 XIS  C12  C  CR16  0  -0.287  -2.9084  -2.0024   0.8139
 XIS  C13  C  CR6   0  -0.194   0.6708   0.0517   0.7110
 XIS  C14  C  CR16  0  -0.241   1.1966   0.9575  -0.2052
 XIS  C15  C  CR16  0  -0.236   2.5482   0.9450  -0.5163
 XIS  C16  C  CR6   0  -0.097   3.3973   0.0177   0.0815
 XIS  C17  C  CR16  0  -0.236   2.8750  -0.8923   1.0003
 XIS  C18  C  CR16  0  -0.279   1.5303  -0.8671   1.3180
 XIS  C19  C  C     0   0.534   4.8485  -0.0393  -0.2215
 XIS  H1   H  HCR6  0   0.263  -2.3972   0.2745  -1.4772
 XIS  H2   H  HCR6  0   0.260  -3.3185   2.2142  -2.6615
 XIS  H3   H  HCR6  0   0.262  -3.2518   4.4606  -1.6225
 XIS  H4   H  HCR6  0   0.261  -2.2691   4.7422   0.6324
 XIS  H5   H  HCR6  0   0.263  -1.3735   2.7983   1.8401
 XIS  H6   H  HCR6  0   0.263  -0.1299  -1.6483  -1.0953
 XIS  H7   H  HCR6  0   0.260  -1.0995  -3.6268  -2.1784
 XIS  H8   H  HOH1  0   0.488   6.1814   0.7941  -1.2702
 XIS  H9   H  HCR6  0   0.262  -3.2385  -4.5707  -1.3682
 XIS  H10  H  HCR6  0   0.261  -4.3951  -3.5237   0.5545
 XIS  H11  H  HCR6  0   0.262  -3.4146  -1.5611   1.6649
 XIS  H12  H  HCR6  0   0.268   0.5543   1.6804  -0.6898
 XIS  H13  H  HCR6  0   0.270   2.9257   1.6612  -1.2329
 XIS  H14  H  HCR6  0   0.269   3.5228  -1.6164   1.4753
 XIS  H15  H  HCR6  0   0.269   1.1456  -1.5729   2.0449

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 XIS  O1   C19  double    1.208  0.020  1.208
 XIS  O2   C19  single    1.325  0.020  1.325
 XIS  C19  C16  single    1.484  0.020  1.484
 XIS  C16  C17  aromatic  1.395  0.020  1.395
 XIS  C16  C15  aromatic  1.392  0.020  1.392
 XIS  C17  C18  aromatic  1.382  0.020  1.382
 XIS  C15  C14  aromatic  1.387  0.020  1.387
 XIS  C18  C13  aromatic  1.397  0.020  1.397
 XIS  C14  C13  aromatic  1.392  0.020  1.392
 XIS  C13  P1   single    1.833  0.020  1.833
 XIS  C6   C5   aromatic  1.388  0.020  1.388
 XIS  C6   C1   aromatic  1.395  0.020  1.395
 XIS  P1   C1   single    1.830  0.020  1.830
 XIS  P1   C7   single    1.830  0.020  1.830
 XIS  C5   C4   aromatic  1.389  0.020  1.389
 XIS  C8   C7   aromatic  1.394  0.020  1.394
 XIS  C8   C9   aromatic  1.388  0.020  1.388
 XIS  C1   C2   aromatic  1.393  0.020  1.393
 XIS  C7   C12  aromatic  1.395  0.020  1.395
 XIS  C9   C10  aromatic  1.389  0.020  1.389
 XIS  C4   C3   aromatic  1.389  0.020  1.389
 XIS  C2   C3   aromatic  1.389  0.020  1.389
 XIS  C12  C11  aromatic  1.388  0.020  1.388
 XIS  C10  C11  aromatic  1.389  0.020  1.389
 XIS  C2   H1   single    0.930  0.020  1.080
 XIS  C3   H2   single    0.930  0.020  1.080
 XIS  C4   H3   single    0.930  0.020  1.080
 XIS  C5   H4   single    0.930  0.020  1.080
 XIS  C6   H5   single    0.930  0.020  1.080
 XIS  C8   H6   single    0.930  0.020  1.080
 XIS  C9   H7   single    0.930  0.020  1.080
 XIS  O2   H8   single    0.850  0.020  0.980
 XIS  C10  H9   single    0.930  0.020  1.080
 XIS  C11  H10  single    0.930  0.020  1.080
 XIS  C12  H11  single    0.930  0.020  1.080
 XIS  C14  H12  single    0.930  0.020  1.080
 XIS  C15  H13  single    0.930  0.020  1.080
 XIS  C17  H14  single    0.930  0.020  1.080
 XIS  C18  H15  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 XIS  P1   C1   C6   117.01  3.000
 XIS  P1   C1   C2   124.00  3.000
 XIS  C6   C1   C2   118.99  3.000
 XIS  H1   C2   C3   119.24  3.000
 XIS  H1   C2   C1   120.38  3.000
 XIS  C3   C2   C1   120.39  3.000
 XIS  H2   C3   C4   120.15  3.000
 XIS  H2   C3   C2   119.62  3.000
 XIS  C4   C3   C2   120.23  3.000
 XIS  H3   C4   C5   120.08  3.000
 XIS  H3   C4   C3   120.15  3.000
 XIS  C5   C4   C3   119.77  3.000
 XIS  H4   C5   C6   119.81  3.000
 XIS  H4   C5   C4   120.20  3.000
 XIS  C6   C5   C4   119.99  3.000
 XIS  H5   C6   C5   119.38  3.000
 XIS  H5   C6   C1   120.00  3.000
 XIS  C5   C6   C1   120.61  3.000
 XIS  C12  C7   P1   116.89  3.000
 XIS  C12  C7   C8   119.02  3.000
 XIS  P1   C7   C8   124.09  3.000
 XIS  H6   C8   C9   119.36  3.000
 XIS  H6   C8   C7   120.26  3.000
 XIS  C9   C8   C7   120.38  3.000
 XIS  H7   C9   C10  120.13  3.000
 XIS  H7   C9   C8   119.67  3.000
 XIS  C10  C9   C8   120.20  3.000
 XIS  H8   O2   C19  109.96  3.000
 XIS  C13  P1   C7   101.65  3.000
 XIS  C7   P1   C1   102.70  3.000
 XIS  C13  P1   C1   102.37  3.000
 XIS  H9   C10  C11  120.12  3.000
 XIS  H9   C10  C9   120.06  3.000
 XIS  C11  C10  C9   119.81  3.000
 XIS  H10  C11  C12  119.84  3.000
 XIS  H10  C11  C10  120.17  3.000
 XIS  C12  C11  C10  119.99  3.000
 XIS  H11  C12  C11  119.42  3.000
 XIS  H11  C12  C7   119.98  3.000
 XIS  C11  C12  C7   120.60  3.000
 XIS  C18  C13  C14  118.80  3.000
 XIS  C14  C13  P1   124.01  3.000
 XIS  C18  C13  P1   117.15  3.000
 XIS  H12  C14  C15  118.96  3.000
 XIS  H12  C14  C13  120.38  3.000
 XIS  C15  C14  C13  120.67  3.000
 XIS  H13  C15  C16  120.85  3.000
 XIS  H13  C15  C14  118.88  3.000
 XIS  C16  C15  C14  120.27  3.000
 XIS  C19  C16  C17  118.41  3.000
 XIS  C17  C16  C15  119.28  3.000
 XIS  C19  C16  C15  122.31  3.000
 XIS  H14  C17  C18  119.61  3.000
 XIS  H14  C17  C16  120.12  3.000
 XIS  C18  C17  C16  120.27  3.000
 XIS  H15  C18  C17  119.19  3.000
 XIS  H15  C18  C13  120.09  3.000
 XIS  C17  C18  C13  120.72  3.000
 XIS  C16  C19  O2   113.04  3.000
 XIS  C16  C19  O1   123.75  3.000
 XIS  O2   C19  O1   123.21  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 XIS  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 XIS  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 XIS  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 XIS  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 XIS  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 XIS  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 XIS  CONST_07  C10  C9   C8   C7     0.00   0.0  0
 XIS  CONST_08  C10  C11  C12  C7     0.00   0.0  0
 XIS  CONST_09  C11  C12  C7   C8     0.00   0.0  0
 XIS  CONST_10  C11  C10  C9   C8     0.00   0.0  0
 XIS  CONST_11  C12  C7   C8   C9     0.00   0.0  0
 XIS  CONST_12  C12  C11  C10  C9     0.00   0.0  0
 XIS  CONST_13  C16  C17  C18  C13    0.00   0.0  0
 XIS  CONST_14  C16  C15  C14  C13    0.00   0.0  0
 XIS  CONST_15  C17  C16  C15  C14    0.00   0.0  0
 XIS  CONST_16  C17  C18  C13  C14    0.00   0.0  0
 XIS  CONST_17  C18  C17  C16  C15    0.00   0.0  0
 XIS  CONST_18  C18  C13  C14  C15    0.00   0.0  0
 XIS  CONST_19  P1   C1   C2   C3   180.00   0.0  0
 XIS  CONST_20  P1   C1   C6   C5   180.00   0.0  0
 XIS  CONST_21  P1   C7   C8   C9   180.00   0.0  0
 XIS  CONST_22  C17  C18  C13  P1   180.00   0.0  0
 XIS  CONST_23  C15  C14  C13  P1   180.00   0.0  0
 XIS  CONST_24  C11  C12  C7   P1   180.00   0.0  0
 XIS  CONST_25  C19  C16  C15  C14  180.00   0.0  0
 XIS  CONST_26  C19  C16  C17  C18  180.00   0.0  0
 XIS  CONST_27  H4   C5   C6   C1   180.00   0.0  0
 XIS  CONST_28  H2   C3   C2   C1   180.00   0.0  0
 XIS  CONST_29  H5   C6   C1   C2   180.00   0.0  0
 XIS  CONST_30  H3   C4   C3   C2   180.00   0.0  0
 XIS  CONST_31  H1   C2   C3   C4   180.00   0.0  0
 XIS  CONST_32  H7   C9   C8   C7   180.00   0.0  0
 XIS  CONST_33  H10  C11  C12  C7   180.00   0.0  0
 XIS  CONST_34  H11  C12  C7   C8   180.00   0.0  0
 XIS  CONST_35  H9   C10  C9   C8   180.00   0.0  0
 XIS  CONST_36  H6   C8   C9   C10  180.00   0.0  0
 XIS  CONST_37  H14  C17  C18  C13  180.00   0.0  0
 XIS  CONST_38  H13  C15  C14  C13  180.00   0.0  0
 XIS  CONST_39  H15  C18  C13  C14  180.00   0.0  0
 XIS  CONST_40  H12  C14  C15  C16  180.00   0.0  0
 XIS  CONST_41  H8   O2   C19  C16  180.00   0.0  0
 XIS  Var_01    C18  C13  P1   C1   177.77  30.0  2
 XIS  Var_02    C8   C7   P1   C1    87.73  30.0  2
 XIS  Var_03    C13  P1   C1   C2    90.49  30.0  2
 XIS  Var_04    C17  C16  C19  O1     0.45  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 XIS  plan-1  C1   0.020
 XIS  plan-1  C2   0.020
 XIS  plan-1  C3   0.020
 XIS  plan-1  C4   0.020
 XIS  plan-1  C5   0.020
 XIS  plan-1  C6   0.020
 XIS  plan-1  P1   0.020
 XIS  plan-1  H1   0.020
 XIS  plan-1  H2   0.020
 XIS  plan-1  H3   0.020
 XIS  plan-1  H4   0.020
 XIS  plan-1  H5   0.020
 XIS  plan-2  C7   0.020
 XIS  plan-2  C8   0.020
 XIS  plan-2  C9   0.020
 XIS  plan-2  P1   0.020
 XIS  plan-2  C10  0.020
 XIS  plan-2  C11  0.020
 XIS  plan-2  C12  0.020
 XIS  plan-2  H6   0.020
 XIS  plan-2  H7   0.020
 XIS  plan-2  H9   0.020
 XIS  plan-2  H10  0.020
 XIS  plan-2  H11  0.020
 XIS  plan-3  P1   0.020
 XIS  plan-3  C13  0.020
 XIS  plan-3  C14  0.020
 XIS  plan-3  C15  0.020
 XIS  plan-3  C16  0.020
 XIS  plan-3  C17  0.020
 XIS  plan-3  C18  0.020
 XIS  plan-3  C19  0.020
 XIS  plan-3  H12  0.020
 XIS  plan-3  H13  0.020
 XIS  plan-3  H14  0.020
 XIS  plan-3  H15  0.020
 XIS  plan-4  O1   0.020
 XIS  plan-4  O2   0.020
 XIS  plan-4  C16  0.020
 XIS  plan-4  C19  0.020
 XIS  plan-4  H8   0.020

